Sherwood pickleball Stays, Resort Rentals, & Homes
About Sherwood Vacation Rentals
Discover over 43 amazing vacation rental options in Sherwood with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Sherwood.
Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 771.78 ft², with prices averaging US $342 per night.
With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Sherwood.
Top Pickleball-Ready Accommodation Types in Sherwood
| Type | Count |
|---|---|
| Vacation Homes | 17 |
| Cottages | 2 |
Use these Quick Filters to Find a Vacation Rental in Sherwood
★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Sherwood with PickleTrip™.
Weather in Sherwood, OR
View the weather forecast for Sherwood before booking your Sherwood Vacation Rentals to confirm your best time to go.
Top Attractions Around Sherwood, OR
PickleTrip offers a large selection of top attractions around Sherwood . Research things to do on your vacation before you visit Sherwood.
Other Places to Stay in Sherwood, OR
Frequently Asked Questions About Sherwood?
What are the top vacation rentals, resorts, and hotels in Sherwood with Courts?
Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Sherwood. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Sherwood!
- Lovely "Wine Country Casita" - Private Guesthouse, Beautiful Views
- Tasteful Tualatin Home: 40 Mi to Willamette Valley
- Oregon Wine Country Retreat: Sip & Dine Outside
- Dreamy Wine Country Retreat: Sherwood 'Rose Cabin'
- Vineyard Farmhouse Stay with Mt. Hood Views. Spacious and Ideal for Large Groups
- Luxury and Cozy Villa in the Vineyard (Pet Friendly!)
- Tuscan home in NW wine country
- Charming Winery Getaway ~ Comfy and Cozy
- Harmony Estate: Spacious Home with Mt Hood Views
- Hampton Inn Sherwood Portland
Which vacation rentals, resorts, or hotels in Sherwood is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Sherwood? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.
- Gated Property With Vineyard View Surrounded By Mountainscape
- Oregon Wine Country Retreat Sip and Dine Outside
How many PickleTrip vacation rentals or resorts are available in Sherwood?
PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 43 properties listed in Sherwood in 2026, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.
Nearby Neighborhood (4)
| Neighborhood | Property Count |
|---|---|
| Bull Mountain Vacation Rentals in Portland, Oregon | 76 |
| Sherwood - Tualatin North Vacation Rentals in Portland, Oregon | 24 |
| Sherwood - Tualatin South Vacation Rentals in Portland, Oregon | 55 |
| Far West Vacation Rentals in Portland, Oregon | 66 |
